A rustic barn surrounded by autumn foliage on a hillside.

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Check prices for these dates

Next weekend
21 Aug - 23 Aug
In two weeks
28 Aug - 30 Aug
In one month
11 Sep - 13 Sep
In two months
9 Oct - 11 Oct

Our top choices for Pine Plains bed & breakfast

Free daily continental breakfast

1. Inn at Pine Plains

Inn at Pine Plains
3.5 star property
Pine Plains
9.8 out of 10, Exceptional, (313 reviews)
"Great stay"
United Kingdom
Katherine
The price is AED 1,010
AED 1,143 total
includes taxes & fees
11 Aug - 12 Aug
Inn at Pine Plains
Miscellaneous

2. Jenny's Country Manor

Jenny's Country Manor
2.0 star property
Red Hook
7.8 out of 10, Good, (136 reviews)
"Very nice staff! Large rooms, convenient location."
United States
Georgi
The price is AED 514
AED 582 total
includes taxes & fees
11 Aug - 12 Aug
Jenny's Country Manor
Deluxe Room, 1 King Bed, Ensuite (2nd Floor) | Premium bedding, desk, laptop workspace, blackout drapes

3. Changing Times Boutique Country Lodging

Changing Times Boutique Country Lodging
3.5 star property
Craryville
10.0 out of 10, Exceptional, (120 reviews)
"Terrific host and freshly cooked to order hot breakfast, beautiful grounds, and dog friendly. Would definitely stay again!"
United States
Jamie
The price is AED 735
AED 823 total
includes taxes & fees
11 Aug - 12 Aug
Changing Times Boutique Country Lodging
Aerial view

4. Millbrook Country House Bed & Breakfast

Millbrook Country House Bed & Breakfast
4.0 star property
Millbrook
9.0 out of 10, Wonderful, (84 reviews)
"Very nice experience! The room we stayed in was beautiful and comfortable. Breakfast was just right. The inn is filled with elegant furniture from Europe, some of it going back to the 17th century. The owner made us feel welcome and well cared-for."
United States
Beth
The price is AED 882
AED 997 total
includes taxes & fees
20 Aug - 21 Aug
Millbrook Country House Bed & Breakfast
Front of property

5. it's a good thing

it's a good thing
4.5 star property
Clinton Corners
7.8 out of 10, Good, (33 reviews)
"The warmth of the owners!"
United States
Evangelia
The price is AED 658
AED 744 total
includes taxes & fees
11 Aug - 12 Aug
it's a good thing
Interior detail

6. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (60 reviews)
"Great stay and the breakfast was fantastic"
United States
Jennifer
The price is AED 766
AED 856 total
includes taxes & fees
16 Aug - 17 Aug
Wilder House Berkshires
Exterior

7. Private room on secluded 7 acres , access to entire house including patio, porch

Private room on secluded 7 acres , access to entire house including patio, porch
Clinton Corners
8.6 out of 10, Excellent, (33 reviews)
"This place is a museum spotless."
United States
Kris A J.
The price is AED 551
AED 756 total
includes taxes & fees
11 Aug - 12 Aug
Private room on secluded 7 acres , access to entire house including patio, porch
Exterior

8. Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,

Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
Clinton Corners
7.8 out of 10, Good, (12 reviews)
"The propert my, grounds and location is just charming. Hosts were stellar and welcoming. Accomodations warm and inviting."
United States
Dawn B.
The price is AED 624
AED 852 total
includes taxes & fees
11 Aug - 12 Aug
Omega special, Sunday night thru Thursday night 5 NIGHT MINIMUM, 3 miles away,
Library

9. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (201 reviews)
"Excellent breakfast, very nice staff."
United States
Leslie
The price is AED 684
AED 787 total
includes taxes & fees
11 Aug - 12 Aug
Blackberry River Inn
Exterior

10. Omega Special 1860s farm house 3 miles away

Omega Special 1860s farm house 3 miles away
Clinton Corners
7.8 out of 10, Good, (8 reviews)
"It is so great to be in the country with such great people as are host were..."
United States
Kim B.
The price is AED 496
AED 715 total
includes taxes & fees
9 Sep - 10 Sep
Omega Special 1860s farm house 3 miles away
Design House | Terrace/patio

11. Kingston Carriage House

Kingston Carriage House
4.0 star property
Rondout
9.2 out of 10, Wonderful, (48 reviews)
"Great modern, large rooms. Good location, quiet, good value."
United States
Edward
The price is AED 818
AED 952 total
includes taxes & fees
17 Aug - 18 Aug
Kingston Carriage House
Exterior

12. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (438 reviews)
"This is a quiet location and easy to find. It has a working-farm vibe rather than a luxury-vacation vibe. French toast was delicious. Guest meals are prepared in a home kitchen without a dishwasher or secondary sink."
United States
Kay
The price is AED 386
AED 444 total
includes taxes & fees
11 Aug - 12 Aug
Locust Tree Bed and Breakfast LLC
Hiking

13. Journey Inn Bed & Breakfast

Journey Inn Bed & Breakfast
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (356 reviews)
Journey Inn Bed & Breakfast
Exterior

14. Hudson Pond · Hideaway King Suite · GF Breakfast

Hudson Pond · Hideaway King Suite · GF Breakfast
Poughkeepsie
10.0 out of 10, Exceptional, (2 reviews)
"Nicole was an excellent host"
United States
Quinton R.
The price is AED 477
AED 623 total
includes taxes & fees
1 Sep - 2 Sep
Hudson Pond · Hideaway King Suite · GF Breakfast
Exterior

15. Hudson Pond · Garden Queen Suite · GF Breakfast

Hudson Pond · Garden Queen Suite · GF Breakfast
Poughkeepsie
10.0 out of 10, Exceptional, (4 reviews)
"What a hidden gem! Just minutes away from the hussel and bussle of the city! Beautiful gardens and well stocked kitchen!"
United States
Barbara
The price is AED 441
AED 582 total
includes taxes & fees
8 Sep - 9 Sep
Hudson Pond · Garden Queen Suite · GF Breakfast
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pine Plains Hotel Reviews

Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

10/10 Excellent
"Beautiful property, would stay again"
Philip 2-night trip
Posted 14 hours ago
Pocketbook Hotel and Bath

Frequently asked questions

Searching for B&Bs in Pine Plains?
If you're looking for something a little more offbeat than the traditional hotel experience, a bed and breakfast could be a great option for your vacation. While you're enjoying your trip to Pine Plains, you might want to explore the theater scene by catching a show at The Stissing Center.
How do you know if a B&B is the right choice for your stay?
B&Bs all have a unique charm. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home.
What are the top B&Bs in Pine Plains?
Below are some well-liked B&Bs in the area: Inn at Pine Plains: 8 rooms. 0.2 mi (0.3 km) from the heart of Pine Plains.Locust Tree Bed and Breakfast LLC: 7 rooms. Situated 18.2 mi (29.2 km) from the heart of Pine Plains. Kingston Carriage House: 5 rooms. 17.5 mi (28.2 km) from the heart of downtown. Enjoy the massage services and private yard.
When should I book my B&B in Pine Plains?
When you're planning your getaway to Pine Plains, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Pine Plains are January, February, March, and April, with each month seeing an average of 7 inches of snowfall.
What is there to do in Pine Plains?
When you want to spend some time in the great outdoors, Stissing Lake Park and Thompson Pond are some notable spots. You might put Gallatin Town Hall and The Stissing Center on your list if you want to see more of the area.
How can I get to and around Pine Plains?
Planning your excursions in and around Pine Plains is easier with these transportation options. Fly into Hudson, NY (HCC-Columbia County), which is located 21.9 mi (35.3 km) from the heart of the city. If you'd like to explore around the area, you may want to rent a car for your trip.